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用于芳香酮实际多相不对称氢化反应的手性多孔杂化固体

Chiral porous hybrid solids for practical heterogeneous asymmetric hydrogenation of aromatic ketones.

作者信息

Hu Aiguo, Ngo Helen L, Lin Wenbin

机构信息

Department of Chemistry, CB#3290, University of North Carolina, Chapel Hill, North Carolina 27599, USA.

出版信息

J Am Chem Soc. 2003 Sep 24;125(38):11490-1. doi: 10.1021/ja0348344.

DOI:10.1021/ja0348344
PMID:13129339
Abstract

Chiral porous zirconium phosphonates containing Ru-BINAP-DPEN moieties were synthesized via a molecular building-block approach, and characterized by a variety of techniques including TGA, adsorption isotherms, XRD, SEM, IR, and microanalysis. These hybrid solids were used for enantioselective heterogeneous asymmetric hydrogenation of aromatic ketones with remarkably high ee values of up to 99.2%. These solid catalysts can also be easily recycled and reused for eight times without the loss of activity and enantioselectivity. Ready tunability of such a molecular building-block approach will allow the optimization of these hybrid materials and promise to lead to other practically useful heterogeneous asymmetric catalysts.

摘要

通过分子构建块方法合成了含有钌-联萘二苯基膦-二苯基乙二胺基团的手性多孔锆膦酸盐,并通过多种技术进行了表征,包括热重分析(TGA)、吸附等温线、X射线衍射(XRD)、扫描电子显微镜(SEM)、红外光谱(IR)和微量分析。这些杂化固体用于芳香酮的对映选择性多相不对称氢化反应,对映体过量值(ee值)高达99.2%,非常高。这些固体催化剂还可以轻松回收并重复使用八次,而不会损失活性和对映选择性。这种分子构建块方法易于调节,将有助于优化这些杂化材料,并有望产生其他实际有用的多相不对称催化剂。

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